Synthesis of Stable Neutral Homoaromatic Hydrocarbons

Abstract

We report the synthesis of a variety of stable neutral homoaromatic molecules. The homoaromatic character is supported by bond length analysis (from crystal structure analysis data) and spectroscopic characteristics in NMR experiments. The influence of substitution on these homoannulenes is investigated and their reactivity with electrophiles is shown. First approaches to further functionalization via cross-coupling are demonstrated. The present work lays out a general approach to stable neutral homoaromatic hydrocarbon molecules.

Key words

homoaromaticity - aromaticity - hydrocarbons - synthesis - HOMA - bond lengths

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